cas 128-33-6, 5-alpha-cholesta-8,24-dien-3-beta-ol | Articles data ｜lookchem

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128-33-6

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A new synthesis of zymosterol
A modified scheme for the synthesis of zymosterol, one of the biosynthetically important yeast sterols, starting from 3-benzoyloxyergosta-8(14),22-dien-15-one has been suggested.
Baranovskii,Litvinovskaya,Khripach
p. 250 - 256
(2007/10/03)

Synthesis of zymosterol, fecosterol, and related biosynthetic sterol intermediates
The first syntheses of sterol biosynthetic intermediates zymosterol(4), 4,4-dimethylzymosterol(5), cholesta-8,14,24-trien-3β-ol(6), the 4,4-dimethyl analogue 7, and fecosterol (8) are described in detail. Multigram quantities of key intermediates 16 and 17 were efficiently prepared from known enones 20 and 21 (eight steps, 35% overall yield). Novel entry into Δ8-sterols was achieved through regiospecific hydroboration/deoxygenation of the 8,14-diene systems. Sterols containing Δ24- or Δ(24(28))-olefins were obtained from C24-hydroxy intermediates either via dehydration using bis[α,α-bis(trifluoromethyl)benzenemethanolato]diphenylsulfur in CH2Cl2 or via Swern oxidation/Wittig olefination, respectively. In this way, 16 and 17 were converted to the desired Δ8,24-, Δ8,14,24-, and Δ(8,24(28))-sterols with high regiocontrol.
Dolle,Schmidt,Erhard,Kruse
p. 278 - 284
(2007/10/02)

Synthesis of Zymosterol: Salient Intermediate of Fungal and Mammalian Sterol Biosynthesis
A useful strategy for the construction of sterol biosynthetic intermediates possessing Δ8-unsaturation is described and exemplified by the synthesis of zymosterol (1) and 24,25-dihydrozymosterol (2).
Dolle, Roland E.,Schmidt, Stanley J.,Kruse, Lawrence I.
p. 19 - 21
(2007/10/02)

Facile synthesis of zymosterol and related compounds.
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Ogihara,Morisaki
p. 2724 - 2725
(2007/10/02)

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Chemical Properties

Melting Point: 110°C
Boiling Point: 482.6°Cat760mmHg
Flash Point:209.1°C
Density: 1g/cm³
Vapor Pressure: 2.45E-11mmHg at 25°C
Refractive Index: 1.5100 (estimate)
PSA: 20.23000
LogP: 7.45290

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